methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

Base Information

Chemical Name:methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside
CAS No.:136029-34-0
Molecular Formula:C₂₆H₃₃NO₇
Molecular Weight:471.551
Hs Code.:

Synonyms:methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

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Chemical Property of methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

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Technology Process of methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

There total 16 articles about methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

: -5-deoxy-2,3-O-isopropylidene-5-methyl-β-L-allo-hexofuranosid>uronoylazide

: 100-51-6,185532-71-2
benzyl alcohol

: 136029-34-0
methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

Guidance literature:: With triethylamine; In benzene; Heating;
DOI:10.1016/S0040-4039(00)79713-9

Reference yield:

: (+/-)--5-deoxy-2,3-O-isopropylidene-5-methyl-β-L-allo-hexofuranosid>uronoylazide

: 100-51-6,185532-71-2
benzyl alcohol

: 136029-34-0,139391-64-3
(+/-)-methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

Guidance literature:: With triethylamine; In benzene; at 80 ℃; for 48h;
DOI:10.1016/S0040-4020(01)91030-0

Reference yield:

: 136029-21-5
(1S,2S,6S,7R,10R)-4,4,10-Trimethyl-3,5,8,11-tetraoxa-tricyclo[5.3.1.0^2,6]undecan-9-one

: 136029-34-0
methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1) LiN(SiMe₃)2 / 1) hexane, THF, -60 deg C, 2 h, 2) up to -10 deg C, 30 min

2: 93 percent / K₂CO₃ / methanol / 2 h / 20 °C

3: 87 percent / Amberlist 15 / CCl₄ / 24 h / 20 °C

4: 1 N aq. KOH / methanol / 24 h / 50 °C

5: N(Et)3 / acetone / 0.33 h / 0 °C

6: NaN₃ / H₂O; acetone / 0.25 h / 10 °C

7: N(Et)3 / benzene / 48 h / 80 °C

With potassium hydroxide; sodium azide; Amberlist 15; potassium carbonate; triethylamine; lithium hexamethyldisilazane; In methanol; tetrachloromethane; water; acetone; benzene;
DOI:10.1016/S0040-4020(01)91030-0